(Z)-N-(6-(4-methoxybenzyloxy)hex-3-enyl)-N-phenylethanamide | 1064196-66-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-N-(6-(4-methoxybenzyloxy)hex-3-enyl)-N-phenylethanamide
• 英文别名: (Z)-N-(6-(4-methoxybenzyloxy)hex-3-enyl)-N-phenylacetamide
• CAS: 1064196-66-2
• 化学式: C₂₂H₂₇NO₃
• 分子量: 353.461
• InChiKey: WFVRSXJOAMIXJE-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  26.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (Z)-N-(6-(4-methoxybenzyloxy)hex-3-enyl)-N-phenylethanamide 、 Cyclopentylmagnesium chloride 在 titanium(IV) isopropylate 作用下， 以 甲苯 为溶剂， 反应 0.33h， 以33%的产率得到(1RS,5RS,6RS)-6-(2-(4-methoxybenzyloxy)ethyl)-1-methyl-2-phenyl-2-azabicyclo[3.1.0]hexane
  参考文献：
  名称：

  Intramolecular Kulinkovich–de Meijere reactions of various disubstituted alkenes bearing amide groups

  摘要：

  A range of amides fitted with (E) or (Z) disubstituted alkene groups were prepared and evaluated in intramolecular Kulinkovich-de Meijere reactions. The corresponding aminocyclopropanes were obtained with high diastereoselectivity. Good yields could be achieved with substrates bearing suitable substitutions at the olefin moieties. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.067
• 作为产物：
  描述：

  N-(6-(4-methoxybenzyloxy)hex-3-ynyl)-N-phenylethanamide 在 titanium(IV) isopropylate 、 Cyclopentylmagnesium chloride 作用下， 以 乙醚 为溶剂， 反应 0.83h， 以74%的产率得到(Z)-N-(6-(4-methoxybenzyloxy)hex-3-enyl)-N-phenylethanamide
  参考文献：
  名称：

  Intramolecular Kulinkovich–de Meijere reactions of various disubstituted alkenes bearing amide groups

  摘要：

  A range of amides fitted with (E) or (Z) disubstituted alkene groups were prepared and evaluated in intramolecular Kulinkovich-de Meijere reactions. The corresponding aminocyclopropanes were obtained with high diastereoselectivity. Good yields could be achieved with substrates bearing suitable substitutions at the olefin moieties. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.067

文献信息

• A convenient titanium-mediated intermolecular alkyne–carbonate coupling reaction
  作者：Andrzej Wolan、Frédéric Cadoret、Yvan Six

  DOI：10.1016/j.tet.2009.07.015

  日期：2009.9

  A direct diastereoselective titanium-mediated intermolecular coupling of internal alkynes with dialkyl carbonates under Kulinkovich-type reaction conditions is presented. The influence of the structures of the coupling partners on the yields and regioselectivities of this transformation is described. (C) 2009 Elsevier Ltd. All rights reserved.